Executive IT Support Engineer

Job Description

This is an opportunity to join Ascot Group - one of the world’s preeminent specialty risk underwriting organizations.

Designed as a modern‑era company operating through an ecosystem of interconnected global platforms, we’re bound by a joint mission and purpose:
One Ascot. Our greatest strength is a talented team flourishing in a collaborative, inclusive, entrepreneurial culture steeped in underwriting excellence, integrity, and a passion for finding a better way,
The Ascot Way
. The Ascot Way guides our people and our organization. Our underwriting platforms collaborate to find creative ways to deploy our capital in a true cross‑product and cross‑platform approach. These platforms work as one, deploying our capital creatively through our unique Fusion Model: client‑centric, risk‑centric, and technology‑centric.

Built to be resilient, Ascot maximizes client financial security while delivering bespoke products and world‑class service —pre‑and post‑claims. Ascot exists to solve for our clients’ brightest tomorrow through agility, collaboration, resilience, and discipline.

Ascot is embedding artificial intelligence (AI) and automation across the organization to enhance decision‑making, efficiency, and quality of outcomes. In this role, you will be expected to work confidently alongside AI‑enabled tools, apply sound judgment when interpreting insights, and adapt as technology continues to evolve. We value curiosity, critical thinking, and a willingness to embrace change as part of how we work.

Reporting to the SVP, Infrastructure Operations & Services, and operating within the wider Infrastructure Operations team, the Executive IT Support Engineer provides high‑touch, proactive technology support to senior executive leaders and their assistants. The role is responsible for owning complex end‑user issues end‑to‑end and swiftly diagnosing, coordinating, and resolving technical requests with a strong focus on service quality, discretion, and business impact.

This is an office‑based role, requiring close engagement with stakeholders to ensure a seamless digital workplace experience.

• Act as a trusted technology partner to the C‑suite and Board, delivering discreet, high‑touch, and proactive executive IT support aligned to business priorities and leadership expectations.
• Lead application packaging and controlled software releases via the Ascot Company Portal, ensuring executives have immediate access to approved, business‑critical tools with zero‑surprise outcomes.
• Administer and govern Microsoft 365 services, serving as a senior subject‑matter expert for collaboration platforms and advising leadership on best‑practice usage, reliability, and optimisation.
• Take full ownership of the End User Computing (EUC) estate, proactively managing security posture, compliance, and risk remediation in alignment with Ascot Cyber Security Policy—particularly where executive exposure or business risk exists.
• Provide end‑to‑end ownership of complex technical issues across laptops, tablets, mobile devices, and peripheral ecosystems, coordinating across infrastructure, security, and vendors to ensure rapid and durable resolution.
• Deliver white‑glove, executive‑grade IT support, including proactive device health management, rapid response for critical matters, and on‑site support for senior leaders as required.
• Support and maintain audio‑visual and collaboration technology in executive offices and Boardrooms, ensuring faultless delivery for Board meetings, leadership sessions, and high‑visibility events.
• Actively participate in Major Incident, Problem, and Change Management, ensuring executive impact is clearly understood, communicated, and mitigated, with a focus on service continuity and confidence.
• Partner with IT Asset Management to maintain accurate lifecycle control of executive devices, ensuring visibility, security, and readiness at all times.
• Design, create, and maintain SharePoint Online sites that support executive workflows, governance, and secure collaboration.
• Identify, evaluate, and drive continuous improvement initiatives that enhance executive experience, operational…